A helically folded poly(m,p-phenylene)

被引：1

作者：

Burkhalter, Manuel ^{[1
]}

Kandre, Ramchandra ^{[1
]}

Lukin, Oleg ^{[2
]}

机构：

[1] Swiss Fed Inst Technol, Inst Polymers, Dept Mat, HCI, CH-8093 Zurich, Switzerland

[2] Skolkovo Inst Sci & Technol, Odintsovsky Dist 143025, Moscow Region, Russia

来源：

TETRAHEDRON | 2015年 / 71卷 / 24期

关键词：

Polyphenylenes; Amphiphilicity; Helical structures; Folding; Suzuki polycondensation; ASYMMETRIC CATALYSIS; SIDE-CHAINS; ETHYNYLENE)S; POLYCONDENSATION; TRANSITION; OLIGOMERS; FOLDAMERS; POLYMERS; BINDING; HELICES;

D O I：

10.1016/j.tet.2015.04.102

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two amphiphilic poly(m,p-phenylene)s were synthesized through Suzuki polycondensation from 1,3-phenylene dibromide bearing solubilizing tri- or tetra(ethylene glycol) chains and 1,4-phenylene diboronic acid diester. Unlike its tri(ethylene glycol)-functionalized congener the polymer with tetra(ethylene glycol) chains was shown to possess considerably high molecular weight (M-w=15,900 and M-n=7300) and good solubility in both polar and nonpolar organic solvents. Fluorescence spectra of the polymer recorded in CHCl3 and aqueous acetonitrile revealed that in the latter solution the fluorescence intensity is considerably lower and the band is redshifted by about 70 nm compared to the former one. This indicates a transition from a random coil conformation to an ordered compact one. A convincing indication of helical folding of the polymer came from an induced circular dichroism spectroscopic study of inclusion complexes of the tubular helical folds with alpha-pinene enantiomers influencing the sense of the helix. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：4132 / 4136

页数：5

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